1.0 2011-09-21 00:34:25 UTC 2015-07-21 06:57:51 UTC FDB023766 Kentsin Kentsin is a contraceptive peptide first isolated from female hamsters. [HMDB] Contraceptive polypeptide Contraceptive tetrapeptide H-THR-pro-arg-LYS-oh N(2)-(N(2)-(1-L-Threonyl-L-prolyl)-L-arginyl)-L-lysine THR-pro-arg-LYS Threonyl-prolyl-arginyl-lysine C21H40N8O6 500.5923 500.307081052 (2S)-6-amino-2-[(2S)-2-{[(2S)-1-[(2S,3R)-2-amino-3-hydroxybutanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]hexanoic acid threonyl-prolyl-arginyl-lysine 56767-30-7 C[C@@H](O)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(O)=O InChI=1S/C21H40N8O6/c1-12(30)16(23)19(33)29-11-5-8-15(29)18(32)27-13(7-4-10-26-21(24)25)17(31)28-14(20(34)35)6-2-3-9-22/h12-16,30H,2-11,22-23H2,1H3,(H,27,32)(H,28,31)(H,34,35)(H4,24,25,26)/t12-,13+,14+,15+,16+/m1/s1 OTAMFXXAGYBAQL-YXMSTPNBSA-N belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Oligopeptides Organic compounds Organic acids and derivatives Carboxylic acids and derivatives Amino acids, peptides, and analogues Aliphatic heteromonocyclic compounds Alpha amino acid amides Amino acids Amino fatty acids Azacyclic compounds Carbonyl compounds Carboximidamides Carboxylic acids Guanidines Heterocyclic fatty acids Hydrocarbon derivatives Hydroxy fatty acids Medium-chain fatty acids Monoalkylamines Monocarboxylic acids and derivatives N-acyl amines N-acyl-L-alpha-amino acids N-acylpyrrolidines Organic oxides Organopnictogen compounds Proline and derivatives Propargyl-type 1,3-dipolar organic compounds Pyrrolidinecarboxamides Secondary alcohols Secondary carboxylic acid amides Tertiary carboxylic acid amides Alcohol Aliphatic heteromonocyclic compound Alpha-amino acid amide Alpha-amino acid or derivatives Alpha-oligopeptide Amine Amino acid Amino acid or derivatives Amino fatty acid Azacycle Carbonyl group Carboxamide group Carboximidamide Carboxylic acid Fatty acid Fatty acyl Fatty amide Guanidine Heterocyclic fatty acid Hydrocarbon derivative Hydroxy fatty acid Medium-chain fatty acid Monocarboxylic acid or derivatives N-acyl-alpha amino acid or derivatives N-acyl-alpha-amino acid N-acyl-amine N-acyl-l-alpha-amino acid N-acylpyrrolidine N-substituted-alpha-amino acid Organic 1,3-dipolar compound Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Primary aliphatic amine Primary amine Proline or derivatives Propargyl-type 1,3-dipolar organic compound Pyrrolidine Pyrrolidine carboxylic acid or derivatives Pyrrolidine-2-carboxamide Secondary alcohol Secondary carboxylic acid amide Tertiary carboxylic acid amide Solid logp -3.34 ALOGPS logs -3.33 ALOGPS solubility 2.34e-01 g/l ALOGPS logp -5.4 ChemAxon pka_strongest_acidic 3.48 ChemAxon pka_strongest_basic 11.81 ChemAxon iupac (2S)-6-amino-2-[(2S)-2-{[(2S)-1-[(2S,3R)-2-amino-3-hydroxybutanoyl]pyrrolidin-2-yl]formamido}-5-carbamimidamidopentanamido]hexanoic acid ChemAxon average_mass 500.5923 ChemAxon mono_mass 500.307081052 ChemAxon smiles C[C@@H](O)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(O)=O ChemAxon formula C21H40N8O6 ChemAxon inchi InChI=1S/C21H40N8O6/c1-12(30)16(23)19(33)29-11-5-8-15(29)18(32)27-13(7-4-10-26-21(24)25)17(31)28-14(20(34)35)6-2-3-9-22/h12-16,30H,2-11,22-23H2,1H3,(H,27,32)(H,28,31)(H,34,35)(H4,24,25,26)/t12-,13+,14+,15+,16+/m1/s1 ChemAxon inchikey OTAMFXXAGYBAQL-YXMSTPNBSA-N ChemAxon polar_surface_area 249.98 ChemAxon refractivity 136.78 ChemAxon polarizability 52.55 ChemAxon rotatable_bond_count 15 ChemAxon acceptor_count 11 ChemAxon donor_count 9 ChemAxon physiological_charge 2 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22124 Specdb::CMs 38880 Specdb::MsMs 315130 Specdb::MsMs 315131 Specdb::MsMs 315132 Specdb::MsMs 361033 Specdb::MsMs 361034 Specdb::MsMs 361035 Specdb::MsMs 2292942 Specdb::MsMs 2292943 Specdb::MsMs 2292944 Specdb::MsMs 2645253 Specdb::MsMs 2645254 Specdb::MsMs 2645255 Specdb::NmrOneD 55042 Specdb::NmrOneD 55043 Specdb::NmrOneD 55044 Specdb::NmrOneD 55045 Specdb::NmrOneD 55046 Specdb::NmrOneD 55047 Specdb::NmrOneD 55048 Specdb::NmrOneD 55049 Specdb::NmrOneD 55050 Specdb::NmrOneD 55051 Specdb::NmrOneD 55052 Specdb::NmrOneD 55053 Specdb::NmrOneD 55054 Specdb::NmrOneD 55055 Specdb::NmrOneD 55056 Specdb::NmrOneD 55057 Specdb::NmrOneD 55058 Specdb::NmrOneD 55059 Specdb::NmrOneD 55060 Specdb::NmrOneD 55061 HMDB05776 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823